4-(4-Chlorophenyl)-5-methylene-1,5-dihydro-2H-pyrrol-2-one

ID: ALA4516326

PubChem CID: 90329704

Max Phase: Preclinical

Molecular Formula: C11H8ClNO

Molecular Weight: 205.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1NC(=O)C=C1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C11H8ClNO/c1-7-10(6-11(14)13-7)8-2-4-9(12)5-3-8/h2-6H,1H2,(H,13,14)

Standard InChI Key:  HHCPGPHTKXVNHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   43.3469   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3457   -2.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0538   -2.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7634   -2.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7606   -1.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0520   -0.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6377   -2.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8960   -2.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3487   -2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7567   -3.5005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5561   -3.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5360   -2.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1645   -3.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4668   -0.8769    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  9 12  2  0
 11 13  2  0
  5 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516326

   4-(4-Chlorophenyl)-5-methylidenepyrrol-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 205.64

Molecular Weight (Monoisotopic): 205.0294

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.75

Np Likeness Score: 0.23

References

1. Almohaywi B, Yu TT, Iskander G, Chan DSH, Ho KKK, Rice S, Black DS, Griffith R, Kumar N..  (2019)  Dihydropyrrolones as bacterial quorum sensing inhibitors.,  29  (9): [PMID:30857746] [10.1016/j.bmcl.2019.03.004]

Source

Source(1):

• Scientific Literature